CN113980638B - UV pressure-sensitive delayed curing adhesive and preparation method and application thereof - Google Patents

UV pressure-sensitive delayed curing adhesive and preparation method and application thereof Download PDF

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CN113980638B
CN113980638B CN202111331639.4A CN202111331639A CN113980638B CN 113980638 B CN113980638 B CN 113980638B CN 202111331639 A CN202111331639 A CN 202111331639A CN 113980638 B CN113980638 B CN 113980638B
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pressure
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adhesive
curing adhesive
delayed curing
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CN113980638A (en
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江中洋
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Ige Shanghai Technologies Co ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04Polyurethanes
    • C09J175/14Polyurethanes having carbon-to-carbon unsaturated bonds
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00Adhesives in the form of films or foils
    • C09J7/30Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38Pressure-sensitive adhesives [PSA]
    • GPHYSICS
    • G09EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09FDISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F3/00Labels, tag tickets, or similar identification or indication means; Seals; Postage or like stamps
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00Polymer mixtures characterised by other features
    • C08L2205/02Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
    • C08L2205/025Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00Polymer mixtures characterised by other features
    • C08L2205/03Polymer mixtures characterised by other features containing three or more polymers in a blend
    • C08L2205/035Polymer mixtures characterised by other features containing three or more polymers in a blend containing four or more polymers in a blend

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Abstract

The invention provides a UV pressure-sensitive delayed curing adhesive and a preparation method and application thereof, wherein the raw materials for preparing the UV pressure-sensitive delayed curing adhesive comprise a combination of aliphatic polyurethane acrylate containing NCO groups, polyether polyurethane acrylic resin, petroleum tackifying resin, terpene tackifying resin, acrylate monomer and photoinitiator in specific parts; the UV pressure-sensitive delayed curing adhesive has the advantages of timely positioning performance of the pressure-sensitive adhesive and high post-curing bonding strength, overcomes the defect of low strength of the traditional pressure-sensitive adhesive, solves the problem of long positioning time of the delayed curing adhesive, has the advantages of simplicity in operation, low cost, no solvent and environmental friendliness, can meet the application requirements in a plurality of scenes, and has important research value.

Description

UV pressure-sensitive delayed curing adhesive and preparation method and application thereof
Technical Field
The invention belongs to the technical field of pressure-sensitive adhesives, and particularly relates to a UV pressure-sensitive delayed curing adhesive and a preparation method and application thereof.
Background
The pressure-sensitive adhesive is a viscoelastic material that can be firmly adhered to an adherend by forming van der waals force by applying a small pressure to the surfaces of two objects; the UV pressure-sensitive adhesive has the advantages of environmental protection and energy conservation, avoids high pollution of solvent type pressure-sensitive adhesives, has the advantages of high-efficiency construction process, flexible and changeable raw material composition, low energy consumption and the like, and is widely used in the fields of adhesive tapes, labels, electronics and the like. However, pressure-sensitive adhesives have a weak cohesive force, and thus the adhesive layer is easily broken, and cannot be used in some adhesive spots requiring structural strength.
The delayed curing adhesive is mostly cured by cations, and the delayed curing effect of the glue is realized by using the delayed curing agent. CN108368238a discloses a delayed curing type photocurable resin composition which has proper delayed curing properties and can suppress outgas generated during curing, and the invention is a delayed curing type photocurable resin composition having a photo cation polymerization compound, a photo cation polymerization initiator and a delayed curing agent. CN111518496A discloses an epoxy resin liquid mixture and a UV delayed curing solid adhesive film prepared from the same, which is characterized in that the epoxy resin liquid mixture comprises solid alicyclic epoxy resin, solid novolac epoxy resin, isocyanate modified alicyclic epoxy resin, a UV delayed curing agent, a filler and a solvent A. The bonding and curing mechanism mode of the UV delayed curing solid adhesive film prepared from the epoxy resin liquid mixture is that UV is pre-activated, then bonding and bonding are carried out, and finally bonding is realized by utilizing a delayed curing mechanism and a moisture post-curing mechanism in a UV delayed initiator. The UV delayed curing solid adhesive film has the dual advantages of adhesive tapes and glue and the characteristic of UV delayed curing, is particularly suitable for bonding small parts of sensors, does not need high-temperature curing, and has excellent bonding strength and long-term reliability. CN111876113A discloses a delayed curing single-component epoxy heat-conducting adhesive and a use method thereof, wherein the heat-conducting adhesive comprises the following components in percentage by mass: 2-69% of epoxy resin, 0.1-5% of reactive diluent, 0.01-0.5% of delayed curing agent, 0.05-1% of photoinitiator, 0.01-0.5% of sensitizer, 30-95% of heat-conducting filler and 0.01-1% of coupling agent.
However, the adhesive with the delayed curing characteristic cannot immediately provide certain strength after being bonded by the adhesive material, is positioned in time, and needs to maintain pressure for a long time, so that the application of the adhesive is greatly limited.
Therefore, it is an urgent technical problem for those skilled in the art to develop a UV delayed curing adhesive having a timely positioning property and a high post-curing adhesive strength.
Disclosure of Invention
Aiming at the defects of the prior art, the invention aims to provide a UV pressure-sensitive delayed curing adhesive and a preparation method and application thereof, wherein the raw materials for preparing the UV pressure-sensitive delayed curing adhesive comprise a combination of NCO group-containing aliphatic polyurethane acrylate, polyether polyurethane acrylic resin, petroleum tackifying resin, terpene tackifying resin, acrylate monomer and photoinitiator in specific parts; through the mutual collocation of the materials, the UV pressure-sensitive delayed curing adhesive has the timely positioning performance of the pressure-sensitive adhesive, and also has the advantage of high bonding strength of a post-curing structure, overcomes the defect of low strength of the traditional pressure-sensitive adhesive, solves the problem of long positioning time of the delayed curing adhesive, and has important research significance.
In order to achieve the purpose, the invention adopts the following technical scheme:
in a first aspect, the invention provides a UV pressure-sensitive delayed curing adhesive, which comprises the following components in parts by weight:
Figure BDA0003349095840000021
Figure BDA0003349095840000031
wherein the aliphatic urethane acrylate containing NCO groups may be 22 parts by weight, 24 parts by weight, 26 parts by weight, 28 parts by weight, 30 parts by weight, 32 parts by weight, 34 parts by weight, 36 parts by weight, 38 parts by weight, or the like.
The polyether urethane acrylic resin may be 22 parts by weight, 24 parts by weight, 26 parts by weight, 28 parts by weight, 30 parts by weight, 32 parts by weight, 34 parts by weight, 36 parts by weight, 38 parts by weight, or the like.
The petroleum tackifier resin may be 12 parts by weight, 14 parts by weight, 16 parts by weight, 18 parts by weight, 20 parts by weight, 22 parts by weight, 24 parts by weight, 26 parts by weight, 28 parts by weight, or the like.
The terpene tackifying resin can be 7 parts by weight, 9 parts by weight, 11 parts by weight, 13 parts by weight, 15 parts by weight, 17 parts by weight, 19 parts by weight, or the like.
The acrylate monomer may be 22 parts by weight, 24 parts by weight, 26 parts by weight, 28 parts by weight, 30 parts by weight, 32 parts by weight, 34 parts by weight, 36 parts by weight, 38 parts by weight, or the like.
The photoinitiator can be 1.5, 2, 2.5, 3, 3.5, 4, or 4.5 parts by weight, and the like.
The raw materials for preparing the UV pressure-sensitive delayed curing adhesive comprise specific parts of aliphatic polyurethane acrylate containing NCO groups, polyether polyurethane acrylic resin, petroleum tackifying resin, terpene tackifying resin, acrylate monomer and photoinitiator; the UV pressure-sensitive delayed curing adhesive can realize moisture curing by adding specific parts of NCO group-containing aliphatic polyurethane acrylate and matching with specific parts of polyether polyurethane acrylic resin, and the speed and stability of moisture curing can be controlled by further limiting the addition amount of the materials, so that the adhesive also has the advantage of high bonding strength of a post-curing structure, the defect of low strength of the traditional pressure-sensitive adhesive is overcome, and the pain point of long positioning time of the delayed curing adhesive is solved; and the petroleum tackifying resin and the terpene tackifying resin in specific parts are added into the preparation raw materials for matching, so that the pressure-sensitive adhesive also has the function of instant positioning of the pressure-sensitive adhesive.
In conclusion, the UV pressure-sensitive delayed curing adhesive provided by the invention can replace the traditional pressure-sensitive adhesive, overcomes the defect of low bonding strength of the traditional pressure-sensitive adhesive, can also replace delayed curing glue, overcomes the defect of long-time pressure maintaining, and improves the use efficiency of the adhesive; meanwhile, the method has the advantages of simplicity in operation, low cost, environmental friendliness and no pollution, and can be applied in many scenes.
Preferably, the NCO group-containing aliphatic urethane acrylate has an NCO group content of 3 to 12% by mass, for example, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, or the like.
Preferably, the petroleum tackifying resin is aromatic petroleum tackifying resin, and any one or at least two of three-well chemical aromatic petroleum resins FTR6100, FTR8100, FTR6125, FTR2120 or FTR2140 can be selected.
Preferably, the terpene tackifying resin can be any one of or a combination of at least two of kraton 25L, TRB, TR7125 or TR 105. .
Preferably, the acrylate monomer comprises any one of or a combination of at least two of tetrahydrofuran methacrylate, ethoxyethyl acrylate, dodecyl methacrylate, 2-phenoxyethyl acrylate, isobornyl methacrylate, trimethylolpropane formal acrylate, alkoxylated nonylphenol acrylate, or 1,6 hexanediol dimethacrylate.
Preferably, the photoinitiator comprises any one or a combination of at least two of 1-hydroxycyclohexyl phenyl ketone, 2,4,6- (trimethylbenzoyl) diphenylphosphine oxide, 2-methyl-1- (4-methylthiophenyl) -2-morpholinyl-1-propanone, 2-hydroxy-2-methyl-1-phenyl-1-propanone, 2-phenylbenzyl-2-dimethylamine-1- (4-morpholinylbenzylphenyl) butanone, methyl benzoylformate, phenylbis (2,4,6-trimethylbenzoyl) phosphine oxide, 2-isopropylthioxanthone, benzoin bismethyl ether or dimethylbenzoyl ketal, benzophenone, preferably a combination of 1-hydroxycyclohexyl phenyl ketone and phenylbis (2,4,6-trimethylbenzoyl) phosphine oxide.
Preferably, the raw materials for preparing the UV pressure-sensitive delayed curing adhesive also comprise a coupling agent and/or an auxiliary agent.
Preferably, the coupling agent is contained in the raw material for preparing the UV pressure-sensitive delayed curing adhesive in an amount of 1 to 5 parts by weight, for example, 1.5 parts by weight, 2 parts by weight, 2.5 parts by weight, 3 parts by weight, 3.5 parts by weight, 4 parts by weight, or 4.5 parts by weight.
Preferably, the content of the auxiliary in the raw materials for preparing the UV pressure-sensitive delayed curing adhesive is 0 to 6 parts by weight and not equal to 0, for example, 0.5 part by weight, 1 part by weight, 1.5 parts by weight, 2 parts by weight, 2.5 parts by weight, 3 parts by weight, 3.5 parts by weight, 4 parts by weight, 4.5 parts by weight, 5 parts by weight, or 5.5 parts by weight, and the like.
Preferably, the auxiliary agent comprises any one of or a combination of at least two of an accelerator, an inhibitor or an antioxidant.
In a second aspect, the present invention provides a method for preparing the UV pressure-sensitive delayed curing adhesive according to the first aspect, the method comprising the steps of:
(1) Mixing petroleum tackifying resin, terpene tackifying resin and acrylate monomer to obtain a mixture A;
(2) Mixing the mixture A obtained in the step (1), polyether polyurethane acrylic resin and NCO group-containing aliphatic polyurethane acrylate to obtain a mixture B;
(3) And (3) mixing the mixture B obtained in the step (2), a photoinitiator, an optional coupling agent and an optional auxiliary agent to obtain the UV pressure-sensitive delayed curing adhesive.
Preferably, the mixing in step (1) and step (2) is carried out under stirring conditions, each independently preferably at a rotation speed of 90 to 120rpm (e.g., 950rpm, 100rpm, 105rpm, 110rpm, 115rpm, etc.).
Preferably, the temperature of the mixing in step (1) is 50 to 70 ℃, such as 52 ℃, 54 ℃, 56 ℃, 58 ℃, 60 ℃, 62 ℃, 64 ℃, 66 ℃ or 68 ℃ and the like.
Preferably, the mixing time of step (1) and step (2) is 50-70 min, such as 52min, 54min, 56min, 58min, 60min, 62min, 64min, 66min or 68min, etc.
Preferably, the temperature of the mixing in step (2) is 30 to 50 ℃, such as 32 ℃, 34 ℃, 36 ℃, 38 ℃, 40 ℃, 42 ℃, 44 ℃, 46 ℃ or 48 ℃, etc.
Preferably, the mixing in step (3) is performed under stirring conditions, preferably at a rotation speed of 100 to 120rpm (e.g. 102rpm, 104rpm, 106rpm, 108rpm, 110rpm, 112rpm, 114rpm, 116rpm, 118rpm, etc.);
preferably, the mixing time in step (3) is 20-40 min, such as 22min, 24min, 26min, 28min, 30min, 32min, 34min, 36min or 38 min.
In a third aspect, the present invention provides a use of the UV pressure sensitive delayed cure adhesive tape, label or electronics according to the first aspect.
Compared with the prior art, the invention has the following beneficial effects:
(1) The raw materials for preparing the UV pressure-sensitive delayed curing adhesive comprise specific parts of aliphatic polyurethane acrylate containing NCO groups, polyether polyurethane acrylic resin, petroleum tackifying resin, terpene tackifying resin, acrylate monomer and photoinitiator; the UV pressure-sensitive delayed curing adhesive has excellent adhesive properties to various materials such as magnets, glass or resin materials, etc.
(2) The UV pressure-sensitive delayed curing adhesive provided by the invention is convenient to dispense, simple to operate, simple in curing process, high in bonding strength after being completely cured, and capable of reaching the shear strength of 5.2-5.6 MPa; the positioning effect is qualified, the double 85 resistance test is 90-92%, and the reliability is high.
(3) The UV pressure-sensitive delayed curing adhesive provided by the invention can replace the traditional pressure-sensitive adhesive, overcomes the defect of low bonding strength of the traditional pressure-sensitive adhesive, can also replace delayed curing glue, overcomes the defect that long-time pressure maintaining is required, and improves the use efficiency of the adhesive; meanwhile, the method has the advantages of simplicity in operation, low cost, environmental friendliness and no pollution, and can be applied in many scenes.
Detailed Description
The technical solution of the present invention is further explained by the following embodiments. It should be understood by those skilled in the art that the examples are only for the understanding of the present invention and should not be construed as the specific limitations of the present invention.
Example 1
The UV pressure-sensitive delayed curing adhesive comprises the following components in parts by weight:
Figure BDA0003349095840000071
the preparation method of the UV pressure-sensitive delayed curing adhesive provided in this embodiment includes the following steps:
(1) Mixing petroleum tackifying resin (FTR 6100, aromatic petroleum resin, mitsui chemical, TRA 25L), terpene tackifying resin (kraton, TRA 25L) and trimethylolpropane formal acrylate at 60 deg.C under stirring at 100rpm for 60min to obtain mixture A;
(2) Mixing the mixture A obtained in the step (1), polyether polyurethane acrylic resin (RAHN, GENOMER 3414) and NCO group-containing aliphatic polyurethane acrylate (Sadoma, CN1073 NS) for 60min under the stirring condition of 40 ℃ and the rotating speed of 100rpm to obtain a mixture B;
(3) And (3) mixing the mixture B obtained in the step (2), 1-hydroxycyclohexyl phenyl ketone, 2,4,6- (trimethylbenzoyl) diphenyl phosphorus oxide, a coupling agent (American carbon, A-174) and an antioxidant (BASF, irganox 1076) for 30min under the stirring condition of the rotation speed of 110rpm to obtain the UV pressure-sensitive delay curing adhesive.
Example 2
The UV pressure-sensitive delayed curing adhesive comprises the following raw materials in parts by weight:
Figure BDA0003349095840000081
the preparation method of the UV pressure-sensitive delayed curing adhesive provided in this example is the same as that of example 1.
Example 3
The UV pressure-sensitive delayed curing adhesive comprises the following components in parts by weight:
Figure BDA0003349095840000082
Figure BDA0003349095840000091
the preparation method of the UV pressure-sensitive delayed curing adhesive provided in this example is the same as that of example 1.
Example 4
The UV pressure-sensitive delayed curing adhesive comprises the following components in parts by weight:
Figure BDA0003349095840000092
the preparation method of the UV pressure-sensitive delayed curing adhesive provided in this example is the same as that of example 1.
Example 5
A UV pressure-sensitive delayed curing adhesive was different from example 1 in that isobornyl methacrylate was used instead of trimethylolpropane formal acrylate of example 1, and other components, amounts and preparation methods were the same as example 1.
Comparative example 1
The UV pressure-sensitive delayed curing adhesive comprises the following components in parts by weight:
Figure BDA0003349095840000101
the comparative example provides a UV pressure-sensitive delayed curing adhesive prepared in the same manner as in example 1.
Comparative example 2
The UV pressure-sensitive delayed curing adhesive comprises the following raw materials in parts by weight:
Figure BDA0003349095840000102
the comparative example provides a UV pressure-sensitive delayed curing adhesive prepared in the same manner as in example 1.
Comparative example 3
The UV pressure-sensitive delayed curing adhesive comprises the following components in parts by weight:
Figure BDA0003349095840000111
the comparative example provides a UV pressure-sensitive delayed curing adhesive prepared in the same manner as in example 1.
Comparative example 4
A UV pressure-sensitive delayed curing adhesive was distinguished from example 1 in that no petroleum tackifier resin was added, a terpene tackifier resin was added in an amount of 30 parts by weight, and other components, amounts and preparation methods were the same as those of example 1.
Comparative example 5
A UV pressure-sensitive delayed curing adhesive was distinguished from example 1 in that no terpene tackifying resin was added, the amount of petroleum tackifying resin added was 30 parts by weight, and the other components, amounts and preparation methods were the same as in example 1.
Comparative example 6
A UV pressure-sensitive delayed curing adhesive is different from that of example 1 in that no NCO group-containing aliphatic urethane acrylate is added, the amount of the polyether urethane acrylic resin added is 60 parts by weight, and other components, amounts and preparation methods are the same as those of example 1.
Comparative example 7
A UV pressure-sensitive adhesive, in particular to an ultraviolet pressure-sensitive adhesive 6932KS produced by new multipotent Nano (Qingdao) material limited.
Comparative example 8
The cation delayed curing adhesive comprises the following raw materials in parts by weight:
Figure BDA0003349095840000121
the preparation method comprises the following steps: the cationic delayed curing glue was obtained by mixing bisphenol A epoxy resin (south Asia, NPEL-128E) and aliphatic epoxy resin (Jiangsutaer, TTA 21), adding oxetane, cationic initiator (Changzhou strong, TR-PAG-201) and retarder (Aladdin, 2,3-dihydroxynaphthalene) and mixing again.
And (3) performance testing:
(1) Shear strength: a UV pressure-sensitive delayed curing adhesive and a PC material are selected for carrying out a lap joint experiment, and the specific operation steps are as follows: dispensing on PC material with length of 10mm, width of 0.5mm, height of 0.4mm, and thickness of 365nm, 5000MJ/CM 2 After the LED lamp with energy is illuminatedAnother piece of PC was lapped on the dispensing position at 200g/cm 2 Pressing for 10s under the pressure, wherein the thickness of the pressed product is 0.2mm, standing for 24h, and after the product is completely cured, detecting the shear strength by using a tension machine, wherein the shear strength = maximum tension/bonding area;
(2) The positioning effect is as follows: mixing 1cm 2 The aluminum sheet was adhered to SUS304 stainless steel with UV pressure-sensitive delayed curing adhesive by 5000MJ/CM 2 After energy curing, again 200g/cm 2 The pressure is pressed for 10s, the thrust is qualified if the thrust is more than 10N, otherwise, the thrust is unqualified;
(3) Resistance to double 85 test: the UV pressure-sensitive delayed curing adhesive and the PC material are selected for a lap joint experiment: the specific operation steps are as follows: dispensing on PC material with dispensing length of 10mm, width of 0.5mm, height of 0.4mm, and dispensing with 365nm, 5000MJ/CM 2 After the LED lamp with energy is illuminated, another piece of PC is lapped at the dispensing position and 200g/cm is used 2 Pressing for 10s under the pressure, placing for 24h with the thickness of 0.2mm after pressing, placing for 24h after complete curing, placing for 24h after lapping, placing the lapped product into a high-temperature high-humidity experimental box (the temperature is 85 ℃, the humidity is 85%) and measuring the retention rate of the shear strength of the sample after 168 h.
The adhesives obtained in examples 1 to 5 and comparative examples 1 to 8 were tested according to the test method described above, and the test results are shown in Table 1:
TABLE 1
Figure BDA0003349095840000131
Figure BDA0003349095840000141
As can be seen from the data in table 1: the UV pressure-sensitive delayed curing adhesive provided by the invention is convenient to dispense, has high bonding strength and high reliability after being completely cured, and also has the function of instant positioning of the pressure-sensitive adhesive.
Specifically, the shear strength of the UV pressure-sensitive delayed-cure adhesive obtained in examples 1 to 5 was 5.2 to 5.6MPa; the positioning effect is qualified, and the double 85 resistance test is 90-92%.
Comparing example 1 with comparative examples 1 to 3, it can be found that when the addition amounts of the aliphatic urethane acrylate having an NCO group and the polyether urethane acrylic resin are not within the limits of the present invention, the shear strength of the resulting UV pressure-sensitive delayed-cure adhesive is lowered, indicating that the adhesive viscosity is poor.
Comparing example 1 with comparative examples 4 to 6, it was found that the shear strength of the UV pressure-sensitive delayed curing adhesive obtained without adding the petroleum tackifier resin (comparative example 4) and the UV pressure-sensitive delayed curing adhesive obtained without adding the terpene tackifier resin (comparative example 5) was low, the double 85 resistance test was only 70% and 74%, and the alignment test was not acceptable; while the UV pressure-sensitive delayed curing adhesive obtained without adding the aliphatic urethane acrylate containing NCO groups (comparative example 6) had a shear strength of only 0.5MPa, a double 85 resistance test of only 60%, and failed the orientation test.
Comparing example 1 with comparative examples 7 and 8, it can be seen that the common commercially available pressure sensitive adhesive (comparative example 7) had a shear strength of only 0.5MPa, indicating a lower bond strength; and the normal cation delayed curing glue is unqualified in positioning test, which indicates that the immediate positioning capability is poor.
The applicant states that the present invention is illustrated by the above examples to a UV pressure sensitive delayed curing adhesive and its preparation method and application, but the present invention is not limited to the above examples, i.e. it does not mean that the present invention must be implemented by the above examples. It should be understood by those skilled in the art that any modifications of the present invention, equivalent substitutions of the raw materials of the product of the present invention, and the addition of auxiliary components, selection of specific modes, etc., are within the scope and disclosure of the present invention.

Claims (18)

1. The UV pressure-sensitive delayed curing adhesive is characterized by comprising the following components in parts by weight:
Figure FDA0003956442420000011
2. the UV pressure-sensitive delay curing adhesive as claimed in claim 1, wherein the NCO group-containing aliphatic urethane acrylate has an NCO group content of 3 to 12% by mass.
3. The UV pressure sensitive delayed cure adhesive of claim 1, wherein the petroleum tackifier resin is an aromatic petroleum tackifier resin.
4. The UV pressure sensitive delayed cure adhesive of claim 1, wherein the acrylate monomer comprises any one of or a combination of at least two of tetrahydrofuran methacrylate, ethoxyethyl acrylate, dodecyl methacrylate, 2-phenoxyethyl acrylate, isobornyl methacrylate, trimethylolpropane formal acrylate, alkoxylated nonylphenol acrylate, or 1,6-hexanediol dimethacrylate.
5. The UV pressure-sensitive delayed cure adhesive of claim 1, wherein the photoinitiator comprises any one of 1-hydroxycyclohexyl phenyl ketone, 2,4,6- (trimethylbenzoyl) diphenyl phosphorous oxide, 2-methyl-1- (4-methylthiophenyl) -2-morpholinyl-1-propanone, 2-hydroxy-2-methyl-1-phenyl-1-propanone, 2-phenylbenzyl-2-dimethylamine-1- (4-morpholinobenzylphenyl) butanone, methyl benzoylformate, phenyl bis (2,4,6-trimethylbenzoyl) phosphine oxide, 2-isopropylthioxanthone, benzoin bismethyl ether or dimethyl benzil ketal, benzophenone, or a combination of at least two thereof.
6. The UV pressure-sensitive delayed cure adhesive of claim 5, wherein the photoinitiator is a combination of 1-hydroxycyclohexyl phenyl ketone and phenyl bis (2,4,6-trimethylbenzoyl) phosphine oxide.
7. The UV pressure-sensitive delayed curing adhesive of claim 1, wherein the raw materials for preparing the UV pressure-sensitive delayed curing adhesive further comprise any one or a combination of at least two of a coupling agent, an accelerator, an inhibitor or an antioxidant.
8. The UV pressure-sensitive delayed curing adhesive according to claim 7, wherein the coupling agent is contained in an amount of 1 to 5 parts by weight in the raw materials for preparing the UV pressure-sensitive delayed curing adhesive.
9. A method for preparing the UV pressure-sensitive delayed curing adhesive according to any one of claims 1 to 8, wherein the method comprises the steps of:
(1) Mixing petroleum tackifying resin, terpene tackifying resin and acrylate monomer to obtain a mixture A;
(2) Mixing the mixture A obtained in the step (1), polyether polyurethane acrylic resin and NCO group-containing aliphatic polyurethane acrylate to obtain a mixture B;
(3) And (3) mixing the mixture B obtained in the step (2) with a photoinitiator to obtain the UV pressure-sensitive delayed curing adhesive.
10. The method according to claim 9, wherein the mixing in step (1) and step (2) is carried out under stirring.
11. The method according to claim 10, wherein the mixing in step (1) and step (2) is carried out under stirring at a rotation speed of 90 to 120 rpm.
12. The method according to claim 9, wherein the mixing temperature in the step (1) is 50 to 70 ℃.
13. The method of claim 9, wherein the mixing time in step (1) and step (2) is 50 to 70min.
14. The method according to claim 9, wherein the mixing temperature in the step (2) is 30 to 50 ℃.
15. The method according to claim 9, wherein the mixing in step (3) is carried out under stirring.
16. The method according to claim 15, wherein the mixing in step (3) is carried out under stirring at a rotation speed of 100 to 120 rpm.
17. The method according to claim 9, wherein the mixing in step (3) is carried out for 20 to 40min.
18. Use of a UV pressure sensitive delayed cure adhesive tape, label or electronics according to any of claims 1 to 8.
CN202111331639.4A 2021-11-11 2021-11-11 UV pressure-sensitive delayed curing adhesive and preparation method and application thereof Active CN113980638B (en)

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JP2000044890A (en) * 1998-07-31 2000-02-15 Nippon Synthetic Chem Ind Co Ltd:The Peelable type tacky agent composition
JP2000191999A (en) * 1998-12-28 2000-07-11 Kao Corp Delayed adhesive
CN104619735A (en) * 2012-09-20 2015-05-13 Dic株式会社 Ultraviolet curable urethane acrylate composition, thin film molded body, optical film and method for manufacturing thin film molded body
CN105001790A (en) * 2012-12-14 2015-10-28 迪睿合电子材料有限公司 Photocurable resin composition and method of manufacturing image display device using the same
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